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108-41-8

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108-41-8 Usage

Chemical Properties

o-Chlorotoluene is a flammable, colorless liquid with an aromatic odor. Insoluble in water, easily soluble in benzene, ethanol, ether and chloroform.

Uses

3-Chlorotoluene was used as catalyst in the synthesis of glycidyl methacrylate grafted multi-walled carbon nanotubes/polypropylene nanocomposites. It was used to study paramagnetic contributions from dioxygen to solute proton spin-lattice relaxation rate constants for a series of aromatic hydrocarbons and drug molecule fragments.

Application

3-Chlorotoluene is used as a reagent to synthesize 4-Arylchromene derivatives, compounds that induce apoptosis and act as anti-cancer agents. 3-Chlorotoluene is also used as an ingredient in deodorant, and is suspected to cause allergic contact dermatitis in humans.

Preparation

3-Chlorotoluene is obtained from m-toluidine by diazotization and substitution. Add m-toluidine to water, slowly add concentrated hydrochloric acid, and add sodium nitrite solution dropwise at 0-5°C. Then the diazo solution is added to the cuprous chloride for replacement reaction. The crude product generated is distilled to obtain the finished product. If the diazo salt is made into a zinc chloride complex salt of m-toluidine diazo salt, it is decomposed by reflux in ether, and the reactants are cooled, washed and dried. After recovering the ether, it is distilled at atmospheric pressure and m-chlorotoluene is obtained by collecting 160-162°C fraction. The advantage of this method is that the diazonium salt is not easy to hydrolyze and generate phenols.

General Description

3-Chlorotoluene is a colorless liquid. Specific gravity 1.072. Denser than water, thus sinks in water. Flash point less than 141°F. Vapors irritating and narcotic in high concentrations. Used as solvents and as an intermediate for making other chemicals and dyes.

Air & Water Reactions

Flammable. Slightly soluble in water.

Reactivity Profile

3-Chlorotoluene is generally unreactive. May be incompatible with strong oxidizing and reducing agents. May be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.

Hazard

Narcotic in high concentration. Avoid inhalation.

Health Hazard

Inhalation causes upper respiratory irritation. Irritating to skin and eyes. May be absorbed through the skin. Prolonged exposure may result in systemic toxic effects. Harmful if swallowed.

Potential Exposure

o-Chlorotoluene is widely used as a solvent and intermediate in the synthesis of dyes, synthetic rubber; pharmaceuticals; and other organic chemicals. Used as an insecticide, bactericide.

Shipping

UN2238 Chlorotoluenes, Hazard Class: 3; Labels: 3-Flammable liquid.

Purification Methods

Purify it as for 2-chlorotoluene above. [Beilstein 5 IV 806.]

Incompatibilities

Incompatible with acids, alkalis, oxidizers, reducing materials; water

Waste Disposal

In accordance with 40CFR165 recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

Check Digit Verification of cas no

The CAS Registry Mumber 108-41-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 8 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 108-41:
(5*1)+(4*0)+(3*8)+(2*4)+(1*1)=38
38 % 10 = 8
So 108-41-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H7Cl/c1-6-3-2-4-7(8)5-6/h2-5H,1H3

108-41-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Price
  • Detail
  • Alfa Aesar

  • (A16991)  3-Chlorotoluene, 98%   

  • 108-41-8

  • 100g

  • 410.0CNY

  • Detail
  • Alfa Aesar

  • (A16991)  3-Chlorotoluene, 98%   

  • 108-41-8

  • 500g

  • 1117.0CNY

  • Detail
  • Alfa Aesar

  • (A16991)  3-Chlorotoluene, 98%   

  • 108-41-8

  • 2500g

  • 4829.0CNY

  • Detail
  • Sigma-Aldrich

  • (36696)  3-Chlorotoluene  PESTANAL®, analytical standard

  • 108-41-8

  • 36696-1G

  • 255.06CNY

  • Detail

108-41-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Chlorotoluene

1.2 Other means of identification

Product number -
Other names 3-chloromethylbenzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:108-41-8 SDS

108-41-8Relevant articles and documents

Evidence for Generation of the Unsaturated Sila-acetate Species Me(O-)Si=O by Dissociation of the Silanediolate Dianion m-ClC6H4CH2SiMe(O-)2

Chmielecka, Jadwiga,Chojnowski, Julian,Eaborn, Colin,Stancyzk, Wlodimierz A.

, p. 1337 - 1338 (1987)

Kinetic studies indicate that in the cleavage of m-ClC6H4CH2SiMe(OH)2 by NaOH in Me2SO-H2O there is a major contribution by unimolecular dissociation of the dianion m-ClC6H4CH2SiMe(O-)2 to give the acetate ion analogue Me(O-)Si=O.

Chemistry of superacids: 35. * NO2Cl-3MXN systems: Superelectrophilic aprotic nitrating agents for deactivated aromatics

Olah,Orlinkov,Ramaiah,Oxyzoglou,Prakash

, p. 924 - 927 (1998)

Superelectrophilic nitration of deactivated aromatics with NO2Cl-3MXn complexes in aprotic nonpolar solvents such as CH2Cl2 makes it possible to obtain the corresponding nitro derivatives in good to almost quantitative yields under mild conditions.

Deep compositional understanding of TBA: AlCl3 ionic liquid for its applications

Bhakthavatsalam, Vishnupriya,Chandra, Sudeshna,Choudhury, Rudra Prosad,Lande, Sharad V.,Pradhan, Jeevan,Sakhalkar, Mangesh

, (2020/07/31)

Chloroaluminate ionic liquids (ILs) have been immensely used as homogeneous catalyst in Friedel-Crafts reaction. We have recently synthesized chloroaluminate ILs by reacting aluminium chloride with a hydrophobic neutral ligand i.e. tributylamine (TBA:AlCl3). The current study elaborates on the investigations of the composition of the ionic liquids at various stages of their formation. The ionic liquids were synthesized using various mole ratios of tributyl amine and aluminium chloride in range of 1:1 to 1:2.3, in presence of an aromatic solvent in a one pot reaction. Various characterization techniques like Mass spectrometry, 27Al Nuclear Magnetic Resonance, 31P Nuclear Magnetic Resonance and Fourier Transform Infrared spectroscopy were used to elucidate the formation of various moieties of the TBA:AlCl3 Ionic Liquid. This study also elaborates on the investigations of the cationic and anionic moieties and their structure-property relationship for various applications. Various Friedel-Crafts reaction of industrial importance were performed using the ionic liquid having (Al2Cl7)?moiety to assess its performance and compared with conventional processes. The synthesized products were characterised by sophisticated analytical techniques like 1H NMR, 13C NMR, FTIR, GC–MS, GC-FID, to name a few. This class of ionic liquids also have importance in various electrochemical applications like aluminium deposition and aluminium batteries.

Generation of Phosphoranyl Radicals via Photoredox Catalysis Enables Voltage-Independent Activation of Strong C-O Bonds

Stache, Erin E.,Ertel, Alyssa B.,Rovis, Tomislav,Doyle, Abigail G.

, p. 11134 - 11139 (2018/11/21)

Despite the prevalence of alcohols and carboxylic acids as functional groups in organic molecules and the potential to serve as radical precursors, C-O bonds remain difficult to activate. We report a synthetic strategy for direct access to both alkyl and acyl radicals from these ubiquitous functional groups via photoredox catalysis. This method exploits the unique reactivity of phosphoranyl radicals, generated from a polar/SET crossover between a phosphine radical cation and an oxygen-centered nucleophile. We show the desired reactivity in the reduction of benzylic alcohols to the corresponding benzyl radicals with terminal H atom trapping to afford the deoxygenated products. Using the same method, we demonstrate access to synthetically versatile acyl radicals, which enables the reduction of aromatic and aliphatic carboxylic acids to the corresponding aldehydes with exceptional chemoselectivity. This protocol also transforms carboxylic acids to heterocycles and cyclic ketones via intramolecular acyl radical cyclizations to forge C-O, C-N, and C-C bonds in a single step.

Decarbonylation of Aromatic Aldehydes and Dehalogenation of Aryl Halides Using Maghemite-Supported Palladium Catalyst

Ajda?i?, Vladimir,Nikoli?, Andrea,Simi?, Stefan,Manojlovi?, Dragan,Stojanovi?, Zoran,Nikodinovic-Runic, Jasmina,Opsenica, Igor M.

, p. 119 - 126 (2017/12/27)

A facile decarbonylation reaction of a variety of aromatic and heteroaromatic aldehydes using maghemite-supported palladium catalyst has been developed. The magnetic properties of catalyst facilitated an easy and efficient recovery of the catalyst from the reaction mixture using an external magnet. It was found that the catalyst could be reused up to four consecutive catalytic runs without a significant change in activity. In addition, the catalyst was also very effective in the dehalogenation of aryl halides. This is the first report on efficient utilization of directly immobilized Pd on maghemite in decarbonylation and dehalogenation reactions.

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